DE234637C - METHOD FOR REPRESENTING DIRECT DRAWING COTTON DYES - Google Patents

Description

IMPERIAL

PATENT OFFICE.

PATENT LETTERING

- M 234637 CLASS 22 a. GROUP

Patented in the German Empire on May 11, 1910.

It has been found that new valuable dyes can be obtained by Sulfo- or carboxylic acids of nitroaminoazo compounds in which nitro and amino group are distributed on both nuclei, or the corresponding diaminoazo compounds, one amino group of which is inactivated by an acid residue by treating with Phosgene or Thiophosgene in the ureas

ίο or thioureas transferred and the nitro group reduced or split off the acidyl group. The dyes obtained in this way pull on cotton directly in yellow to orange tones and stand out because of this from that they diazotize on the fiber both with ß-naphthol, methylphenylpyrazolone etc. develop as well as directly with diazotized! Post-treat p-nitroaniline and clear yellow to orange-colored ones that have not yet been achieved in this way Deliver tones. The dyeings have excellent etchability and good washfastness.

Example 1.

Monoformyl-m-phenylenediaminesulfonic acid diazotized in the usual way from 216 parts and 187.5 parts of hydrochloric cresidin obtainable monoazo dye is in soda-alkaline Solution converted into the urea derivative by introducing phosgene; this will when no free amino group can be detected by diazotization, salted out, filtered off and boiled in 1 percent sodium hydroxide solution for 20 minutes to split off the formic acid. Then it is salted out and filtered off. The dye absorbs yellow on cotton and

there, with diazotized! p-Nitraniline developed, a clear yellow with very good etchability and Washfastness.

Example 2.

232 parts of 6-nitro-2-aminotoluene-4-sulfonic acid are diazotized in the usual way, with 150 parts of acet-m-phenylenediamine for the monoazo dye combined and this in soda-alkaline solution using phosgene in the corresponding Urnst off derivative transferred. This is salted out, 'filtered off and in aqueous solution with 400 parts of crystallized sodium sulphide reduced at a temperature of about 60 °. The dye is then salted out, filtered and pressed. It shows properties similar to that described in Example 1 Dye.

Example 3.

188 parts of m-aminobenzenesulfamic acid diazotized with 69 parts of sodium nitrite and hydrochloric acid in the usual way and on m-phenylenediamineoxamic acid coupled. The monoazo dye is then treated with phosgene, as in Example 1, in a soda-alkaline · Solution converted into the urea derivative and from this by acidification with hydrochloric acid and the sulfo group is split off by boiling. The precipitated dye is filtered off. He dyes cotton yellow and gives, with diazotized! developed p-nitroaniline, a well-etchable, very real orange.

In Example 2, instead of 6-nitro-2-toluidine-4 sulfonic acid, all other nitroaminobenzenesulfonic acids can be used can be used, e.g. B.

4-nitroaniline-2-sulfonic acid, 3-nitroaniline-4-sulfonic acid etc.

Instead of the Acidyldiaminoderivate used in Examples ι and 3 others can just as well can be used, e.g. B. Formyl-2 · δ-diaminotoluene ^ -sulfonic acid, formyl-2 · 4-toluenediamine - 5 - sulfonic acid, formyl-p - phenylenediamine sulfonic acid etc.

As a second coupling component, any amine comes into consideration, which is after Convert coupling into a urea derivative. lets like z. B. aniline, the toluidines, xylidines, Acidyldiamine, naphthylamine, etc. Instead of phosgene and thiophosgene, their substitute products can also be used be used.

Claims (1)

Patent claim:
Process for the preparation of direct cotton dyes, consisting in treating the sulfo or carboxylic acids of nitroaminoazo compounds, in which nitro and amino groups are distributed on both nuclei, or the corresponding diaminoazo compounds, one of which is an amino group inactivated by an acid residue converted with phosgene or thiophosgene or their substitute products into the ureas or thioureas and the nitro group is reduced or the acidyl group is split off.